Money to Burn

This one is pretty basic. Just make sure to loot all the pirates for their trinkets and sell them at all the automated stores. A good idea would be to hold off on buying the maps and buy a bunch at a time, they are priced around $1000 - $1500 each. just a couple purchases and you got your 5000.

*Also, you will need to have crafted a large enough wallet to hold that much money.